(S)-3-[4-tert-butyl-dimethyl-silanyloxy-7-(4-iodo-phenoxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester

Base Information

Chemical Name:(S)-3-[4-tert-butyl-dimethyl-silanyloxy-7-(4-iodo-phenoxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester
CAS No.:865692-07-5
Molecular Formula:C₂₆H₂₉F₃INO₆Si
Molecular Weight:663.505
Hs Code.:

Synonyms:(S)-3-[4-tert-butyl-dimethyl-silanyloxy-7-(4-iodo-phenoxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester

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Chemical Property of (S)-3-[4-tert-butyl-dimethyl-silanyloxy-7-(4-iodo-phenoxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester

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Technology Process of (S)-3-[4-tert-butyl-dimethyl-silanyloxy-7-(4-iodo-phenoxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester

There total 1 articles about (S)-3-[4-tert-butyl-dimethyl-silanyloxy-7-(4-iodo-phenoxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 865691-95-8
(S)-2-(2,2,2-trifluoro-acetylamino)-pent-4-ynoic acid methyl ester

: 865692-07-5
(S)-3-[4-tert-butyl-dimethyl-silanyloxy-7-(4-iodo-phenoxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / diethyl ether / 0 - 20 °C

1.2: acetyl bromide / diethyl ether; CH₂Cl₂ / 60 °C

1.3: 256 mg / tetrahydrofuran / 60 °C

2.1: 75 percent / DMAP; Et₃N / CH₂Cl₂ / 10 h / 20 °C

With dmap; sodium hydride; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1021/jo050363n

Reference yield: 66.0%

: 865692-07-5
(S)-3-[4-tert-butyl-dimethyl-silanyloxy-7-(4-iodo-phenoxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester

: 93267-04-0,170848-34-7,889670-02-4
N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester

: 865692-09-7
(S)-3-[7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-4-(tert-butyl-dimethyl-silanyloxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester

Guidance literature:: N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester; With chlorotrimethylsilyl chloride; ethylene dibromide; zinc; In tetrahydrofuran; N,N-dimethyl acetamide; for 1h; sonnication;

(S)-3-[4-tert-butyl-dimethyl-silanyloxy-7-(4-iodo-phenoxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester; With Pd₂(dibenzylideneacetone)2*CHCl₃; tris-(o-tolyl)phosphine; In tetrahydrofuran; N,N-dimethyl acetamide; at 55 ℃; for 2h;
DOI:10.1021/jo050363n

Reference yield:

: 865692-07-5
(S)-3-[4-tert-butyl-dimethyl-silanyloxy-7-(4-iodo-phenoxy)-benzofuran-5-yl]-2-(2,2,2-trifluoroacetylamino)-propionic acid methyl ester

: 865692-01-9
(S)-3-{7-[4-((S)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-benzofuran-5-yl}-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Zn; 1,2-dibromoethane; chlorotrimethylsilyl chloride / tetrahydrofuran; N,N-dimethyl-acetamide / 1 h / sonnication

1.2: 66 percent / Pd₂(dba)2*CHCl₃; tri-o-tolylphosphine / tetrahydrofuran; N,N-dimethyl-acetamide / 2 h / 55 °C

2.1: 86 percent / TBAF / tetrahydrofuran

3.1: 60 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

4.1: 95 percent / triethylamine; formic acid; dppf / Pd(OAc₀₂ / dimethylformamide / 6 h / 70 °C

With pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; formic acid; chlorotrimethylsilyl chloride; tetrabutyl ammonium fluoride; ethylene dibromide; triethylamine; zinc; palladium diacetate; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
DOI:10.1021/jo050363n